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Record Information
Version	2.0
Creation Date	2012-05-31 14:31:00 -0600
Update Date	2015-09-17 15:42:01 -0600
Secondary Accession Numbers	ECMDB20166
Identification
Name:	L-Rhamnulose 1-phosphate
Description	L-rhamnulose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.
Structure	MOLSDF3D-SDFPDBSMILESInChI View 3D Structure × Structure for #<Compound:0xac2bd2dc> Close
Synonyms:	6-Deoxy-1-O-phosphono-L-sorbose 6-Deoxy-L-sorbose 1-(dihydrogen phosphate) 6-Deoxy-L-sorbose 1-(dihydrogen phosphoric acid) 6-Deoxy-L-sorbose 1-phosphate 6-Deoxy-L-sorbose 1-phosphoric acid L-Rhamnulose 1-phosphoric acid L-Rhamnulose-1P Rhamnulose 1-phosphate Rhamnulose 1-phosphoric acid Rhamnulose-1-P Rhamnulose-1-phosphate Rhamnulose-1-phosphoric acid
Chemical Formula:	C9H19O5P
Weight:	Average: 238.22 Monoisotopic: 238.09701071
InChI Key:	QRXAIBTYLQNPRQ-UHFFFAOYSA-N
InChI:	InChI=1S/C9H19O5P/c1-6(5-14-15(3,4)13)8(11)9(12)7(2)10/h7-13H,1,3,5H2,2,4H3
CAS number:	444-09-7
IUPAC Name:	{[(3S,4R,5S)-3,4,5-trihydroxy-2-oxohexyl]oxy}phosphonic acid
Traditional IUPAC Name:	L-rhamnulose 1-phosphate
SMILES:	CC(O)C(O)C(O)C(=C)COP(C)(O)=C
Chemical Taxonomy
Description	belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Monosaccharide phosphates
Alternative Parents	Octoses Glycerone phosphates Sugar acids and derivatives Monoalkyl phosphates Beta-hydroxy ketones Acyloins Alpha-hydroxy ketones Secondary alcohols Polyols Organic oxides Hydrocarbon derivatives
Substituents	Octose monosaccharide Monosaccharide phosphate Glycerone phosphate Monoalkyl phosphate Sugar acid Acyloin Beta-hydroxy ketone Organic phosphoric acid derivative Phosphoric acid ester Alkyl phosphate Alpha-hydroxy ketone Ketone Secondary alcohol Polyol Hydrocarbon derivative Organic oxide Carbonyl group Alcohol Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 24.9 g/L ALOGPS logP -1.9 ALOGPS logP -2.3 ChemAxon logS -0.99 ALOGPS pKa (Strongest Acidic) 1.18 ChemAxon pKa (Strongest Basic) -3.1 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 7 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 144.52 Ų ChemAxon Rotatable Bond Count 6 ChemAxon Refractivity 46.89 m³·mol⁻¹ ChemAxon Polarizability 20.08 ų ChemAxon Number of Rings 0 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	L-Rhamnulose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde + (S)-Lactaldehyde Adenosine triphosphate + L-Rhamnulose <> ADP + Hydrogen ion + L-Rhamnulose 1-phosphate L-Rhamnulose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde Adenosine triphosphate + L-Rhamnulose <> ADP + L-Rhamnulose 1-phosphate L-Rhamnulose + Adenosine triphosphate > Hydrogen ion + L-Rhamnulose 1-phosphate + ADP Adenosine triphosphate + L-Rhamnulose > ADP + L-Rhamnulose 1-phosphate L-Rhamnulose 1-phosphate > Dihydroxyacetone phosphate + Lactaldehyde L-rhamnulofuranose + Adenosine triphosphate + L-rhamnulofuranose > Adenosine diphosphate + Hydrogen ion + L-rhamnulose 1-phosphate + ADP + L-Rhamnulose 1-phosphate L-rhamnulose 1-phosphate + L-Rhamnulose 1-phosphate > Dihydroxyacetone phosphate + (S)-lactaldehyde + Lactaldehyde
SMPDB Pathways:	fucose and rhamnose degradation PW000826
KEGG Pathways:	Fructose and mannose metabolism ec00051 Microbial metabolism in diverse environments ec01120 Pentose and glucuronate interconversions ec00040
EcoCyc Pathways:	L-rhamnose degradation I RHAMCAT-PWY
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-002b-4690000000-17d50e11374f92e3400b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0570-4920000000-9ae486510db3f7669f8d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-052b-9400000000-f5b1483aaa2a22aee511 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0fvi-9820000000-96d11cb52700915d345f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9100000000-748c93e00b37e4e87981 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-17db9f9872cd5d9166e0 View in MoNA
References
References:	Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17892 HMDB ID Not Available Pubchem Compound ID 439413 Kegg ID C01131 ChemSpider ID 388527 Wikipedia ID Not Available BioCyc ID RHAMNULOSE-1P EcoCyc ID RHAMNULOSE-1P

Enzymes